This story is part of our Summer Guide from the June Issue of Milwaukee Magazine. To read our full guide to summer fun, order your copy today!
A diverse blend of UW-Milwaukee students, young professionals and long-term homeowners, Milwaukee’s East Side is a longtime destination for everything dining, shopping and nightlife. Brady Street is well known as a social hub for young people from around the city, but don’t miss old-school and up-and-coming spots along North, Oakland and Downer avenues, too.
1. Regano’s Roman Coin
1004 E. BRADY ST.
There’s “laid back,” and then there’s “dive bar that allows dogs” laid back. Grab a Wisconsin brew and order from your favorite Brady Street restaurant at this family-owned mainstay. The building has been a tavern since 1890, and the service and friendly vibes remain unparalleled today.
It’s time to pick your Milwaukee favorites for the year!
2. Glorioso’s Italian Market
1011 E. BRADY ST.
A Milwaukee staple for more than seven decades, Glorioso’s is an authentic Italian bakery and deli. Order pasta to-go or browse the store’s aisles for Italian kitchen essentials (including wine and spirits). Across the street is Appetito, Glorioso’s kitchen, event center and cooking school.
3. Lisa’s Pizzeria
2961 N. OAKLAND AVE.
On the East Side, Milwaukee-style pizza fans are in one of two camps: Zaffiro’s or Lisa’s. We love both, but this quintessential neighborhood joint serves quintessential Milwaukee-style pies: handcrafted thin crust with sweet sauce and fresh ingredients cut into squares the perfect size for just one more.
4. Lake Park
3233 E. KENWOOD BLVD.
Picturesque stretches of meadow, wooded paths and stunning lake views make this park an all-time favorite. Pick a sunny day to follow a ravine all the way to Bradford Beach, then reward yourself with a drink at one of the tiki huts.
Insider Tips:
We asked Dane Baldwin, owner and chef at The Diplomat (815 E. Brady St.) for his East Side highlights:
5. Boswell Book Co.
2559 N. DOWNER AVE.
If The Diplomat nourishes the body, Boswell’s nostalgic vibe, thousands of titles and author events nourish the soul. “It’s a nice, quiet bookstore, and I like to go there to peruse rather than get a specific book,” says Baldwin. “Over the years, I’ve purchased many cookbooks there.”
6. Bandit MKE
1224 E. BRADY ST.
Not far from Baldwin’s restaurant is this vintage and modern shop, which sells unique clothes, accessories and gifts focused on sustainability and inclusivity. If you want to fund your vintage habit or earn some cash, Bandit buys pre-loved clothes from the early 20th century to Y2K.
7. Strange Town
2101 N. PROSPECT AVE.
Baldwin’s a big fan of this trendy but relaxed restaurant, which serves plant-based food and natural wines in a minimalist space. It also has a great sidewalk patio for summer. “I like the vibe of the people who work there, the light that comes through the window, and the food on the plate,” he says. “It’s the perfect amount of easygoing.”
8. The Oriental Theatre
2230 N. FARWELL AVE.
Sit back and enjoy a film in style at this historic East Side “movie palace.” Ornate decoration, a balcony and a dedicated staff make the movie-watching experience a joy.
9. North Point Water Tower
2288 N. LAKE DR.
This 150-year-old landmark at the eastern terminus of North Avenue boasts one of the best lake views in the city. If you’re into this scene, consider pedaling a half-mile north to Lake Park and its network of trails and blufftop views.
10. Bradford Beach
2400 N. LINCOLN MEMORIAL DR.
Nothing beats a day at the beach, and Milwaukee’s own Bradford serves sun and sand with plenty of food, drink and volleyball nets. It’s a summer destination, but a wintry walk on the shore shouldn’t be overlooked.
11. Black Cat Alley
EAST IVANHOE PLACE., BETWEEN FARWELL AND PROSPECT.
The outdoor mural museum, tucked into the alley behind the Oriental Theatre, is a peaceful pedestrian escape and home to 21 pieces of public art that prove that it’s always a good time for a selfie.
12. Pomona Cider Company
2163 N. FARWELL AVE.
With unique flavors of cider and delectable bites, it’s easy to spend an afternoon at Pomona Cider Company. They also have flights so you can try a few!
